Because of the miles of lakefront, Chicago is the perfect city to train for a triathlon. There are multiple places to get in the lake on a ladder, and the lakefront path stretches from the North side to the South Side so offers endless places to practice transitions to and from biking and running. The Chicago Accenture Triathlon takes place in the end of August. You can train with CES (Chicago Endurance Sports) to improve your time and technique to help create a great triathlon experience. There are many surrounding cities where you can participate in triathlons during the summer prior to the Accenture Triathlon, the big-finish sort of a race that many triathletes prepare for all summer long.